Darling Nikki, Chapter 1: When Nick became Nikki

Hope you all like this story. Some roleplay, a little something for the tranny/t-girl lovers, and a little sci-fi, sort of.

My name is Nick. Or was.

A few weeks ago I was just an average twenty-two year old gay boy. Well, maybe not so average.

I had a pretty odd upbringing. I was adopted and don't know much about my parents. At one point I was told my real dad was an astronaut and my real mom is in jail. My adoptive parents treated me well, but as soon as they found out I was gay - at my 18th birthday party - they threw me out.

I went to community college for a few years but just couldn't focus in class. I work two jobs just to afford my shithole apartment.

I've had a few hot experiences with guys, but I never really feel like I belong when I'm in a gay bar. I seem to always be attracted to big, masculine men. And they aren't attracted to me, because I'm pretty shrimpy. I'm all of five feet tall and 110 pounds. Add my super-pale skin and bright red hair in there and it's hard to find guys who think I'm hot.

A few weeks ago I was finishing my shift as a barback in the restaurant/bar I work at - my second job. I was a little distracted when a very handsome guy came in. Young guy, pretty obviously military. Before I left, he walked up to me and said hi. Introduced himself as Woody. (He kinda reminded me of a young Woody Harrelson.)

He gave me a card with an address on it and said he and his buddies were having a party & to stop by.

I went first to my usual dive bar, where a bunch of my friends were. I was bored - not much happening, other than a series of texts from my BFF Ryan who was complaining about his girlfriend (as usual).

I looked at the card and decided to go.

It was in an old warehouse space that had been turned into a loft. I gasped when I walked in - a room of at least 100 men in uniform. Mostly Marines, but a few Air Force and Navy guys too. (I could tell - my adoptive dad was a Marine and still worked as a recruiter.)

I was a little scared, though, when I heard the word "faggot" from a big brute of a guy and a few of the dudes started laughing. I quickly found another room and temporarily jumped into a closet. Funny, going into a closet.

I must have fallen asleep for a while, because when I came out the crowds had thinned a bit. I started to walk around the loft and found a room in the back. Porn was playing on a big flat screen TV and it looked like a few loads of cum had been shot on the floor. I was getting worked up imagining a bunch of hot military men having a circle jerk.

"There you are." It was Woody. He sat down next to me and checked his iPhone. It was almost 4 am - I hadn't realized it was so late.

He leaned into my ear. "You're a hot little bitch, you know that?" I turned to him and we passionately kissed.

He stood up to take his shirt off. "I hope you can take a big cock. I have a very big cock. A very powerful cock." He unzipped his pants and again said, "A very powerful cock. This cock can change your life."

I stood up to take my clothes off and noticed two other guys in the room. One was the big oversized brute I saw before. And before I could even say a word, Woody's friends ripped my clothes from me. My t-shirt and jeans were in a pile on the floor. They must be really strong, I thought, to rip denim.

Woody took his pants down and an immense dick popped out. It was at least nine in length, thick as hell and curved angrily upwards like a giant torpedo.

Woody's friends laid me back and held my arms down. I was worried about what Woody would do. I wanted him to fuck me, but I hadn't even gotten a chance to taste his cock or suck it, and if he tried to ram that big monster in my tight little hole without any foreplay or any lube, I was not going to enjoy this.

"Don't worry," Woody kept saying. He grabbed my legs and pulled them apart like a wheelbarrow. He rammed his cock in to the base in one deep thrust - and strangely, I only felt pleasure. No pressure, no pain.

"Yeah, my big fuckstick is in you. This big breeding hose is gonna fill you up, Nick. Or should I say Nikki? I'm gonna call you Nikki, baby."

Woody was thrusting into me with slow, deep strokes at first. Brutus - the big hairy ape that laughed at me - had his beercan thick dick out and was dripping precum on my arm and face. The other guy, a lanky tall guy, was pulling his foreskin and smacking his cock on my face.

Woody's dick felt amazing but I was also having some strange sensations....it actually felt like it was growing inside of me. I thought I was just feeling something odd, but then Woody pulled the whole way out. I looked at his dick and I swear, it had grown to a foot in length and the thickness of a fire extinguisher.

And yet he was able to open my hole and slide in as a perfect hit. Me, who'd been a bottom for maybe 10 guys in my life. Me, who couldn't take more than 4 inches of my last BF's dick in my ass. Something unusual was going on. Had I been drugged?

Suddenly, the str8 porn on the flatscreen stopped and music started. It was Darling Nikki by Prince.

Woody started to slam fuck my hole deep and hard. He nodded at his goons and they picked me up and held me in midair. He really started to ram me and got really rough. He pulled my hair hard as he was slamming into my ass. "Beg me for my cum, bitch!"

I begged all of them to cum. I told Woody I wanted him to flood my ass with his load. Brutus started to spray cum on my face. His lanky friend scooped it up with his fingers and fed me, then opened my mouth and spunked his own load inside.

The song was almost over. "Come back Nikki, come back...." I looked intensely into Woody's eyes. He grabbed onto my shoulders and gave my ass one last long, hard slam and then the room seemed to fill up with the sound of his loud bellow as he came into my hungry hole. It felt like he was pissing cum inside of me.

Suddenly a bright flash went off. The music went dead. Had there been a short circuit in that room? It got very quiet.

I laid there for what felt like only a few minutes. But I was so, so exhausted. And I felt like I really, really needed to cum. I hadn't cum, after all.

I sat up and the clock on the DVR said 7:12. No, that couldn't be. I had to be to my other job at 10.

I stood up and ran into the bathroom. I knew I needed to pee. I walked in and closed the door.

I couldn't believe what I saw looking back at me in the mirror. My hair was longer. Much longer, down past my shoulder. My lashes were thicker. I had makeup on.

I thought it was a joke Woody had played. And then I looked down at my own body.

I had tits. Massive tits. I couldn't even hold then in my hands. I started to shake. What the fuck happened? What had Woody and his friends done?

OK, I had to piss. Would deal with Woody later.

I went to unzip my pants and realized I was in a different outfit...a kimono. I untied it and pulled down my panties....and already knew what I was going to find.

Four days had gone by since the Friday night my life changed. I'd been hiding away in my apartment, blinds drawn. No TV, no Internet, nothing. I slept about 48 hours in those four days, exhausted by what had happened.

Finally, it was Tuesday. I woke up to a sunny sky and figured it was time to really start dealing with the changes. I'd been thinking and thinking about it for days. Was it permanent? Was I healthy?

I took a long shower and stepped out. And after looking at myself in the mirror, I smiled.

I fucking LOVED the way I looked. Somehow, it was as I had always really seen myself. And in that moment, I knew it would be OK.

Ryan called. I let it go to voice mail. Before I could pick it up, he'd already shown up at my door and let himself in (I gave him a key). I saw a flash of his face.

I ran into my room and locked the door. "Nick, I know you're here." I texted him. Ryan, I have something to tell you. You have to promise to keep an open mind.

"You know you can tell me anything." Ryan said. I told him to go sit on my couch.

I came out and sat beside him. Ryan thought I was a stranger, but gasped when he realized it was me. I told him what had happened, and how.

"This is a joke, right?"

I stood up in front of him and opened my kimono. Ryan took one look....and passed out.

"Wow, thanks - I didn't realize I was that offensive!" I tried to shake Ryan back into consciousness....and noticed the enormous bulge in his pants.

Ryan and I have only ever been friends, but he's cute. There was about a hot minute of awkwardness between us when I was still Nick, crushing on him. He's a short guy who reminds me of Artie from Glee, but when he takes off his nerdy glasses, he's quite handsome, and his body is very tight.

Ryan sat up and after a few more minutes of shock, went into protective mode. He's always caring and protective of me, one of the reasons I love him. "Are you OK?" I nodded yes.

I didn't have any clothes for my new body, though. And I told him that....um....I didn't know anything about my vagina.

He texted an SOS to his girlfriend Brandy. Brandy and I had an acrimonious relationship. And by that, I mean that I usually tormented her. She was a stuffy know-it-all, a cougar who I thought was all wrong for Ryan. He loved her curvy, almost BBW sized body and her nurturing nature, but she could also be bossy as hell.

Brandy couldn't believe it either, but was sure it was a joke. Once she was convinced, she couldn't resist tormenting me. "You know, you've been so mean to me. I shouldn't help you."

"When was I mean?" I pretended to protest. "When I called you an overbearing cow? Or when I said that you'd raided Rosie O'Donnell's closet for that outfit?"

Brandy huffed and was about to leave. Ryan rolled his eyes. "Okay, I'm sorry I'm being a bitch. I need your help."

Brandy brought out a measuring tape and measured my breasts and my waist and hips.
"You'll need to try some on for a closer fit, but those seem to be 40DD." We turned to Ryan who had just gasped.

When Brandy measured my hips and waist, Ryan was sweating and almost shaking. Brandy turned to him. After all, her face was only inches from my new vagina. Ryan apologized.

"Sorry, but two sexy women in front of me.....that's a dream come true!"

Brandy raised her voice. "Ryan! Out in the car!" He dutifully grabbed his coat and ran. I realized at that moment what I hadn't before: Brandy was Ryan's dominant mistress.

She fumbled through her purse and found a phone number, then made a phone call. When she came back, she handed me a piece of paper.

"This is a friend of mine who's almost done with his residency and is an OB-GYN. You need to go have him check you out. The appointment is this afternoon. I'll bring you back
some clothes before then."

"Thanks, Brandy. For everything."

She turned to me and after a pause, looked at me very seriously. "Remember this - being a woman is far more than just having a vagina. There's a lot more to all of us than our pussies. But your pussy can also bring you intense pleasure. It can be magical." She smiled. "I guess for you.....it already has."

Brandy left, and I looked at the piece of paper. Derrick Chang, 3 PM.

I stood in front of the mirror and looked closely at my new, pink, tight virgin pussy. It was time to learn more.

I was in a loft space with Derrick Chang, Brandy's friend. He was sympathetic to what had happened. He didn't even question me. (I was finding it a little odd that no one had questioned what I'd said; if someone told me they'd been transitioned to another gender in the blink of an eye, I'd recommend a mental health facility for them!)

Derrick had an amazing bedside quality that already made me feel far more soothed and comfortable than I'd been in the last few days. He went through a clinical description of terms I'd always ignored in sex ed: Vulva, labia, clitoris. Suddenly it was the most fascinating subject in the world.

Derrick explained one of the ways he remembered them for his med school classes: labia meant lips, vulva was the walls of the vagina. And the clit, he said, makes you cum. He giggled.

I looked down puzzlingly. Derrick took my hand and ran my index finger over my pussy lips. "Labia." I felt something change. "The walls of your vulva expand when you get aroused." It felt thicker there.

Derrick waited for a few moments, then led my finger a little deeper to something that felt like a button. He told me to touch it.

I did, and it felt amazing - like a million electrical jolts just hit me. He smiled and said, "That's your clit. If you rub that, or your partner stimulates that, it's your ticket to getting off."

I was so turned on but incredibly uncomfortable. Derrick asked me if I was OK. "I have a big favor to ask, Derrick. I'm unsure of.....how all of this works. And I'm scared of how this came to be. Will you....stay with me while I masturbate?"

He was reluctant at first, but I begged him and stressed it was strictly as an observer. "Okay - I'll observe for you."

Derrick took off the lab coat he was wearing and sat down on a stool about a foot from the end of the exam table.

I felt incredibly turned on by having my feet in stirrups, with my legs spread. It made me think of being opened and ready to be gang banged. I started to run my fingers up and down my lips and against my clit.

Derrick was getting turned on, too. He'd lifted his shirt a bit and I could see an amazing 6 pack. "What does your wife like when you're with her, Derrick?" I asked.

He stood up and walked over to me, standing beside me. I started to moan a bit.

"She loves it a bit rough, actually." He unzipped his pants. I was amazed at the dick he pulled out - a long, fat eight incher with a nice big head on it. So much for the myth that Asian men are small!

He continued. "She loves to be on her back, with me pulling her almost onto her shoulders. She begs me to almost pull out and then slam back in."

I moaned louder and started ramming my fingers in and out of my pussy, rubbing my clit back and forth. I hadn't come with Woody and I felt an intense need to cum.

Derrick's breathing was getting more ragged. "I love fucking her cunt. I love driving this big dick in her, and hearing her beg me to cum." Derrick grunted and a huge spurt of cum shot out of his cock onto the floor with a loud splat. Several more shots followed.

I felt a huge pressure build up inside of me and let loose a loud moan, almost a scream, as I came. It felt so different than it did as a guy - a huge tsunami of pressure releasing. I felt like a wall inside of me had been knocked down.

I looked at Derrick and he smiled. "Well, you're definitely a gusher." He explained that meant that I squirted my cum from my pussy. "You're definitely going to be popular with the guys!"

I got dressed and before I left, gave Derrick a hug. He still had a bulge in his pants. "It's a shame you're married, Mr. Chang," I purred as I walked away.

I stopped on the way home to do some more shopping. It was a wonderful feeling to try on tight shirts, skirts and dresses in places like H&M...and watch the hot, horny straight boys stare at my big tits.

I got home with my bags of clothes and sexy panties - and a new pair of stiletto heels - and saw a note on my door. I need your rent in the next four days, it said, or you're out.

Fuck - no job, and I'd just spent the money Ryan had lent me to get a new wardrobe (one that, admittedly, I really needed). What was I going to do?